Embark on a journey through the untouched landscapes of Patagonia, guided by the remarkable spirit of Jakob von Plessen. As the visionary behind Jakotango Riding Safaris, he has dedicated his life to exploring remote terrains from Argentina’s sweeping pampas to the wilds of East Africa, cultivating an exceptional connection to horses and the land.
The Pass of Tears: A Unique Challenge
The Pass of Tears stands as a testament to endurance, spanning 400 kilometers across some of Patagonia’s most demanding landscapes. This ultra-endurance race merges competition with survival, pushing riders to navigate rugged valleys and steep mountain passes, all while facing the elements on horseback.
In stark contrast to conventional equestrian events, the Pass of Tears offers a raw and immersive experience. Competitors begin with two horses and ten days to complete a route that weaves through wild forests, marshlands, and ascents of the majestic Andes, including the race’s namesake, Paso de las Lágrimas.
“It’s not just a race; it’s an endurance-survival challenge,” von Plessen emphasizes. “Riders must be self-sufficient with supplies and food, relying heavily on their horsemanship.” It is this very essence of adventure that draws competitors, encouraging reliance on instinct, resilience, and a deep trust in their horses.

©Pass of Tears / Anya Campbell
A Journey from Roots to Race Creation
For von Plessen, this race isn’t just a product of innovation; it encapsulates a lifetime of experiences in the saddle. Growing up on an Argentine cattle ranch, he was immersed in the traditions of the gaucho. The simplicity of rural living in the 1980s forged his independence, as he recounts riding horseback to school as a child—fostering a profound appreciation for the spirit of adventure.
From an early age, his fascination with horsemanship led him to break his first horse at just 15 years old—a moment that ignited a passion for breeding and working with these magnificent creatures. Today, his extensive herd of around 200 criollo horses serves as the foundation for his riding operations and adventures.
Bridging Two Worlds: Patagonia and Africa
Von Plessen’s life took him to Africa, where he refined his skills with Offbeat Riding Safaris. What began as a temporary position evolved into a successful partnership spanning two decades. Guiding riders through vast wilderness areas, he brings together the thrill of adventure and the profound beauty of the natural world.
The Essence of the Race
Both Patagonia and Kenya share a unique thread—demanding patience, skill, and respect for nature. The Pass of Tears exemplifies this philosophy. Competitors are provided with waypoints, yet the responsibility of navigation rests solely on their shoulders, with unpredictable weather and rugged terrains testing their mettle.
“The surroundings can be treacherous,” von Plessen notes. “But it’s also undeniably stunning.” Participants are monitored by a team of veterinarians and race officials who ensure the safety and well-being of both riders and horses alike. The race emphasizes animal welfare, as the health of the horses is vital. The ‘Best Condition’ award honors the horse deemed healthiest, reminding all that performance is not solely about speed.
The Appeal of Active Adventure
The Pass of Tears arrives at a pivotal moment in the realm of adventure travel, where active challenges are increasingly sought after. Modern enthusiasts crave experiences that not only test their limits but also cultivate deeper connections with their surroundings. Von Plessen observes, “Luxury can be found in both exquisite lodges and the challenges that push us to our extremes.”
The demands of the race extend beyond physical endurance—riders must deal with fatigue, navigate unfamiliar terrains, and adapt to ever-changing conditions. “The challenge is thorough. It’s about reaching your limits while caring for your horse,” he reflects. “Understanding their boundaries is crucial.”
With applications now open for the 2027 race, von Plessen anticipates this extraordinary event will become an annual highlight. As participants prepare to traverse Patagonia’s rugged landscapes, they learn that an equilibrium between endurance and caution is essential for success in this breathtaking wilderness.
